Basic information
- CAS
29702-35-0- Standard SMILES
CC(C)=CCc1cccc2[nH]cc(C[C@H](N)C(=O)O)c12- InChIKey
MZSPRSJAOSKAAT-ZDUSSCGKSA-N- Molecular formula
- C16H20N2O2
- Average molar mass
- 272.34 g/mol
- Monoisotopic mass
- 272.15247789
Overview
4-(3-methylbut-2-enyl)-L-tryptophan is a L-tryptophan derivative and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a 4-(3-methylbut-2-enyl)-L-tryptophan zwitterion.
Names & identifiers
- Preferred name
- 4-(3-Methylbut-2-enyl)-L-tryptophan
- IUPAC
- (2S)-2-amino-3-[4-(3-methylbut-2-enyl)-1H-indol-3-yl]propanoic acid
- English name
- L-Tryptophan, 4-(3-methyl-2-buten-1-yl)-
- Molecular formula
- C16H20N2O2
- Molecular weight
- 272.34
Names & synonyms
4-(3-Methylbut-2-enyl)-L-tryptophan4-Dimethylallyl-L-tryptophan29702-35-04-(3-methylbut-2-en-1-yl)-L-tryptophanC04290(S)-2-amino-3-(4-(3-methylbut-2-en-1-yl)-1H-indol-3-yl)propanoic acid4-Dimethylallyltryptophan4-Prenyl-L-tryptophan(2S)-2-amino-3-[4-(3-methylbut-2-enyl)-1H-indol-3-yl]propanoic acidSCHEMBL12497058CHEBI:17619DTXSID20331484
Show more names
L-Tryptophan, 4-(3-methyl-2-buten-1-yl)-
Q27102483
Database identifiers
- CAS
29702-35-0- PubChem CID
- 440286
- DTXSID
DTXSID20331484- ChEBI
CHEBI:17619- Nikkaji
- J691.322I
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 79.1 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 377
Physicochemical properties
- Boiling point
- 489.6 · 489.6±45.0 °C(Predicted)
- Density
- 1 · 1+-.0.06 g/cm3(Predicted)
- pka
- 2.26 · 2.26±0.10(Predicted)
Chemistry & industry
Applications
Uses4-Dimethylallyl-L-tryptophan is used in the biosynthesis of ergot alkaloids (such as ergotamine, lysergic acid).
Suppliers2 total
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
深圳博泰尔生物技术有限公司13316949107 13316968096 · [email protected]
Additional notes
DefinitionChEBI: 4-(3-methylbut-2-enyl)-L-tryptophan is a L-tryptophan derivative and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a 4-(3-methylbut-2-enyl)-L-tryptophan zwitterion.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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